Vacation rentals in Plainfield, MA

40 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Plainfield, MA

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts - Plainfield, MA

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Holiday Home, Plainfield

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $792.

From$95/night
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Unique and Eclectic Small Town Suite Rental in Massachusetts - Plainfield, MA

Unique and Eclectic Small Town Suite Rental in Massachusetts

Holiday Home, Plainfield

Unique and Eclectic Small Town Suite Rental in Massachusetts is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Unique and Eclectic Small Town Suite Rental in Massachusetts

Unique and Eclectic Small Town Suite Rental in Massachusetts is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $781.

From$95/night
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Magical yurt in the woods, full kitchen! Haydenville, Massechusettes - Plainfield, MA

Magical yurt in the woods, full kitchen! Haydenville, Massechusettes

Cabin, Plainfield

Magical yurt in the woods, full kitchen! Haydenville, Massechusettes is a cabin in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Magical yurt in the woods, full kitchen! Haydenville, Massechusettes

Magical yurt in the woods, full kitchen! Haydenville, Massechusettes is a cabin in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $824.

From$98/night
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Blooming Inn Shelburne Falls - Plainfield, MA

Blooming Inn Shelburne Falls

Guest House, Plainfield

Blooming Inn Shelburne Falls is a guest house in Plainfield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Blooming Inn Shelburne Falls

Blooming Inn Shelburne Falls is a guest house in Plainfield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $979.

From$119/night
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Best Plainfield, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Private bed with En-suite bathroom Marigold Room - Plainfield, MA

Private bed with En-suite bathroom Marigold Room

Holiday Home, Plainfield

Private bed with En-suite bathroom Marigold Room is a holiday home in Plainfield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room is a holiday home in Plainfield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,124.

From$124/night
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Blooming Inn - Plainfield, MA

Blooming Inn

Guest House, Plainfield

Blooming Inn is a guest house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Blooming Inn

Blooming Inn is a guest house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,047.

From$128/night
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MAGICAL GETAWAY ON AN ALPACA FARM - Plainfield, MA

MAGICAL GETAWAY ON AN ALPACA FARM

Apartment, Plainfield

MAGICAL GETAWAY ON AN ALPACA FARM is a apartment in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About MAGICAL GETAWAY ON AN ALPACA FARM

MAGICAL GETAWAY ON AN ALPACA FARM is a apartment in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,608.

From$171/night
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A simple kind of paradise - Plainfield, MA

A simple kind of paradise

Country House, Plainfield

A simple kind of paradise is a country house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About A simple kind of paradise

A simple kind of paradise is a country house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,740.

From$194/night
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Best Pet-Friendly Vacation Rentals in Plainfield, MA

Bring your pet along with stays that welcome four-legged travelers.

Golf House by Mt Greylock - Walkable Adventures! - Plainfield, MA

Golf House by Mt Greylock - Walkable Adventures!

Holiday Home, Plainfield

Golf House by Mt Greylock - Walkable Adventures! is a holiday home in Plainfield, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Golf House by Mt Greylock - Walkable Adventures!

Golf House by Mt Greylock - Walkable Adventures! is a holiday home in Plainfield, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,838.

From$170/night
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Private Suite with a Sweet View. Spacious, close to town, dog friendly - Plainfield, MA

Private Suite with a Sweet View. Spacious, close to town, dog friendly

Apartment, Plainfield

Private Suite with a Sweet View. Spacious, close to town, dog friendly is a apartment in Plainfield, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Private Suite with a Sweet View. Spacious, close to town, dog friendly

Private Suite with a Sweet View. Spacious, close to town, dog friendly is a apartment in Plainfield, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,803.

From$195/night
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Cozy Home In The Berkshires, Pet Friendly with fenced in yard! - Plainfield, MA

Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Holiday Home, Plainfield

Cozy Home In The Berkshires, Pet Friendly with fenced in yard! is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Cozy Home In The Berkshires, Pet Friendly with fenced in yard! is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,329.

From$254/night
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Relaxing Mountaintop Retreat in the Northern Berkshires - Plainfield, MA

Relaxing Mountaintop Retreat in the Northern Berkshires

Holiday Home, Plainfield

Relaxing Mountaintop Retreat in the Northern Berkshires is a holiday home in Plainfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Relaxing Mountaintop Retreat in the Northern Berkshires

Relaxing Mountaintop Retreat in the Northern Berkshires is a holiday home in Plainfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,833.

From$421/night
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Best Plainfield, MA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Elegant Wilderness Cabin 12 Miles From Northampton - Plainfield, MA

Elegant Wilderness Cabin 12 Miles From Northampton

Cabin, Plainfield

Elegant Wilderness Cabin 12 Miles From Northampton is a cabin in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Elegant Wilderness Cabin 12 Miles From Northampton

Elegant Wilderness Cabin 12 Miles From Northampton is a cabin in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,119.

From$250/night
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Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts - Plainfield, MA

Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts

Holiday Home, Plainfield

Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts is a holiday home in Plainfield, with kitchen access. This stay gives travelers a comfortable base for…

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About Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts

Charming Cabin Getaway with a Wood-Burning Stove in Chesterfield, Massachusetts is a holiday home in Plainfield, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, fireplace, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,210.

From$280/night
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Come stay with us at the Parsonage and enjoy our mountains and rivers. - Plainfield, MA

Come stay with us at the Parsonage and enjoy our mountains and rivers.

Country House, Plainfield

Come stay with us at the Parsonage and enjoy our mountains and rivers. is a country house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Come stay with us at the Parsonage and enjoy our mountains and rivers.

Come stay with us at the Parsonage and enjoy our mountains and rivers. is a country house in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,704.

From$297/night
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Luxury log cabin with views to Mt. Monadnock - Plainfield, MA

Luxury log cabin with views to Mt. Monadnock

Holiday Home, Plainfield

Luxury log cabin with views to Mt. Monadnock is a holiday home in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Luxury log cabin with views to Mt. Monadnock

Luxury log cabin with views to Mt. Monadnock is a holiday home in Plainfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,844.

From$305/night
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Our Favorite Family-Friendly Vacation Rentals in Plainfield, MA

Plan a trip with stays that give families more room to spread out.

Near Berkshire East | River Farmhouse on 10 Acres - Plainfield, MA

Near Berkshire East | River Farmhouse on 10 Acres

Holiday Home, Plainfield

Near Berkshire East · River Farmhouse on 10 Acres is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Near Berkshire East | River Farmhouse on 10 Acres

Near Berkshire East · River Farmhouse on 10 Acres is a holiday home in Plainfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,987.

From$331/night
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Berkshire's Family Gathering & Mountain Escape! - Plainfield, MA

Berkshire's Family Gathering & Mountain Escape!

Holiday Home, Plainfield

Berkshire's Family Gathering & Mountain Escape! is a holiday home in Plainfield, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Berkshire's Family Gathering & Mountain Escape!

Berkshire's Family Gathering & Mountain Escape! is a holiday home in Plainfield, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,136.

From$514/night
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Massachusetts Vacation Rental w/ Deck & Grill - Plainfield, MA

Massachusetts Vacation Rental w/ Deck & Grill

Cottage, Plainfield

Massachusetts Vacation Rental w/ Deck & Grill is a cottage in Plainfield, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Massachusetts Vacation Rental w/ Deck & Grill

Massachusetts Vacation Rental w/ Deck & Grill is a cottage in Plainfield, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,732.

From$609/night
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